Sulfuric Acid → HCID 70533908, compound

HRID 434766Notes

Reaction equation

HRID 434766 reaction equation
[S:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[NH:4][C:3](=[C:11]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[C:12]#[N:13])[CH2:2]1.S(=O)(=O)(O)[OH:22]>O>[S:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[NH:4][C:3](=[C:11]([C:14]2[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=2)[C:12]([NH2:13])=[O:22])[CH2:2]1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 70533043HCID 70533043, compound

Product 1

HCID 70533908HCID 70533908, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 30 parts of (2H-1,4-benzothiazin-3(4H)-ylidene)(4-chlorophenyl)acetonitrile, 180 parts concentrated sulfuric acid and 18 parts water is stirred at room temperature for 11/2 hours. The mixture is cooled to 0°-5° and diluted with 1 to 2 volumes of water which results in a crystalline solid which is filtered, dried and crystallized from methanol to afford crystalline 2-(2H-1,4-benzothiazin-3(4H)-ylidene)-2-(4-chlorophenyl)acetamide melting at about 188°-191°.

Workup

  1. temperatureThe mixture is cooled to 0°-5°
  2. customresults in a crystalline solid which
  3. filtrationis filtered
  4. customdried
  5. customcrystallized from methanol

Sources & evidence

ORD record
ord-4f80959be16d4b93a48f074e65d8030b
Source dataset
uspto-grants-1983_08
Patent number
US04399279

Reaction notes

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